data_0UE # _chem_comp.id 0UE _chem_comp.name "Ferrioxamine B" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H45 Fe N6 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-06-15 _chem_comp.pdbx_modified_date 2013-06-07 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 613.505 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0UE _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag Y _chem_comp.pdbx_model_coordinates_db_code 4FIL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 0UE FE FE FE 0 0 N N N 31.454 22.217 35.766 ? ? ? FE 0UE 1 0UE O11 O11 O 0 1 N N N 33.187 21.313 36.062 ? ? ? O11 0UE 2 0UE O12 O12 O 0 1 N N N 32.460 23.579 36.910 ? ? ? O12 0UE 3 0UE O21 O21 O 0 1 N N N 32.044 22.937 34.031 ? ? ? O21 0UE 4 0UE O22 O22 O 0 1 N N N 29.972 23.552 35.368 ? ? ? O22 0UE 5 0UE O31 O31 O 0 1 N N N 30.314 21.565 37.252 ? ? ? O31 0UE 6 0UE O32 O32 O 0 1 N N N 30.669 20.543 34.932 ? ? ? O32 0UE 7 0UE N11 N11 N 0 1 N N N 34.141 22.150 36.603 ? ? ? N11 0UE 8 0UE C11 C11 C 0 1 N N N 33.726 23.327 37.024 ? ? ? C11 0UE 9 0UE C12 C12 C 0 1 N N N 34.576 24.394 37.655 ? ? ? C12 0UE 10 0UE C13 C13 C 0 1 N N N 35.855 24.811 36.932 ? ? ? C13 0UE 11 0UE C14 C14 C 0 1 N N N 35.725 25.973 35.956 ? ? ? C14 0UE 12 0UE O13 O13 O 0 1 N N N 35.897 27.141 36.358 ? ? ? O13 0UE 13 0UE N12 N12 N 0 1 N N N 35.448 25.635 34.723 ? ? ? N12 0UE 14 0UE C15 C15 C 0 1 N N N 35.295 26.598 33.640 ? ? ? C15 0UE 15 0UE C16 C16 C 0 1 N N N 33.888 27.180 33.588 ? ? ? C16 0UE 16 0UE C18 C18 C 0 1 N N N 32.791 25.280 32.315 ? ? ? C18 0UE 17 0UE C17 C17 C 0 1 N N N 32.770 26.165 33.543 ? ? ? C17 0UE 18 0UE C19 C19 C 0 1 N N N 31.571 24.359 32.208 ? ? ? C19 0UE 19 0UE N21 N21 N 0 1 N N R 31.165 23.854 33.507 ? ? ? N21 0UE 20 0UE C21 C21 C 0 1 N N N 30.112 24.136 34.235 ? ? ? C21 0UE 21 0UE C22 C22 C 0 1 N N N 29.075 25.110 33.790 ? ? ? C22 0UE 22 0UE C23 C23 C 0 1 N N N 27.805 24.417 33.286 ? ? ? C23 0UE 23 0UE C24 C24 C 0 1 N N N 26.907 23.967 34.423 ? ? ? C24 0UE 24 0UE O23 O23 O 0 1 N N N 26.440 24.784 35.213 ? ? ? O23 0UE 25 0UE N22 N22 N 0 1 N N N 26.662 22.653 34.499 ? ? ? N22 0UE 26 0UE C25 C25 C 0 1 N N N 25.815 22.029 35.514 ? ? ? C25 0UE 27 0UE C26 C26 C 0 1 N N N 26.542 21.198 36.536 ? ? ? C26 0UE 28 0UE C27 C27 C 0 1 N N N 27.221 21.916 37.688 ? ? ? C27 0UE 29 0UE C28 C28 C 0 1 N N N 27.916 21.010 38.619 ? ? ? C28 0UE 30 0UE C29 C29 C 0 1 N N N 28.758 19.874 37.961 ? ? ? C29 0UE 31 0UE N31 N31 N 0 1 N N S 29.641 20.415 36.920 ? ? ? N31 0UE 32 0UE C31 C31 C 0 1 N N N 29.864 19.929 35.705 ? ? ? C31 0UE 33 0UE C32 C32 C 0 1 N N N 29.183 18.679 35.236 ? ? ? C32 0UE 34 0UE C39 C39 C 0 1 N N N 35.468 21.517 36.580 ? ? ? C39 0UE 35 0UE C40 C40 C 0 1 N N N 35.720 20.855 35.242 ? ? ? C40 0UE 36 0UE C41 C41 C 0 1 N N N 35.971 19.345 35.321 ? ? ? C41 0UE 37 0UE C42 C42 C 0 1 N N N 35.568 18.583 34.071 ? ? ? C42 0UE 38 0UE C43 C43 C 0 1 N N N 36.321 17.276 33.984 ? ? ? C43 0UE 39 0UE N44 N44 N 0 1 N N N 36.415 16.596 35.296 ? ? ? N44 0UE 40 0UE H2 H2 H 0 1 N N N 34.867 24.033 38.653 ? ? ? H2 0UE 41 0UE H3 H3 H 0 1 N N N 33.950 25.293 37.758 ? ? ? H3 0UE 42 0UE H4 H4 H 0 1 N N N 36.223 23.940 36.370 ? ? ? H4 0UE 43 0UE H5 H5 H 0 1 N N N 36.595 25.094 37.695 ? ? ? H5 0UE 44 0UE H6 H6 H 0 1 N N N 35.335 24.664 34.512 ? ? ? H6 0UE 45 0UE H7 H7 H 0 1 N N N 35.507 26.095 32.685 ? ? ? H7 0UE 46 0UE H8 H8 H 0 1 N N N 36.013 27.418 33.790 ? ? ? H8 0UE 47 0UE H9 H9 H 0 1 N N N 33.813 27.808 32.688 ? ? ? H9 0UE 48 0UE H10 H10 H 0 1 N N N 33.745 27.803 34.483 ? ? ? H10 0UE 49 0UE H11 H11 H 0 1 N N N 33.697 24.657 32.350 ? ? ? H11 0UE 50 0UE H12 H12 H 0 1 N N N 32.822 25.922 31.423 ? ? ? H12 0UE 51 0UE H13 H13 H 0 1 N N N 31.812 26.705 33.564 ? ? ? H13 0UE 52 0UE H14 H14 H 0 1 N N N 32.849 25.524 34.433 ? ? ? H14 0UE 53 0UE H15 H15 H 0 1 N N N 30.736 24.923 31.768 ? ? ? H15 0UE 54 0UE H16 H16 H 0 1 N N N 31.822 23.508 31.557 ? ? ? H16 0UE 55 0UE H18 H18 H 0 1 N N N 29.491 25.722 32.976 ? ? ? H18 0UE 56 0UE H19 H19 H 0 1 N N N 28.811 25.758 34.639 ? ? ? H19 0UE 57 0UE H20 H20 H 0 1 N N N 27.246 25.120 32.651 ? ? ? H20 0UE 58 0UE H21 H21 H 0 1 N N N 28.094 23.537 32.693 ? ? ? H21 0UE 59 0UE H22 H22 H 0 1 N N N 27.087 22.059 33.816 ? ? ? H22 0UE 60 0UE H23 H23 H 0 1 N N N 25.277 22.828 36.046 ? ? ? H23 0UE 61 0UE H24 H24 H 0 1 N N N 25.091 21.379 35.000 ? ? ? H24 0UE 62 0UE H25 H25 H 0 1 N N N 25.810 20.501 36.971 ? ? ? H25 0UE 63 0UE H26 H26 H 0 1 N N N 27.318 20.629 36.003 ? ? ? H26 0UE 64 0UE H27 H27 H 0 1 N N N 27.957 22.620 37.273 ? ? ? H27 0UE 65 0UE H28 H28 H 0 1 N N N 26.457 22.473 38.250 ? ? ? H28 0UE 66 0UE H29 H29 H 0 1 N N N 28.594 21.617 39.238 ? ? ? H29 0UE 67 0UE H30 H30 H 0 1 N N N 27.157 20.539 39.261 ? ? ? H30 0UE 68 0UE H31 H31 H 0 1 N N N 28.078 19.137 37.510 ? ? ? H31 0UE 69 0UE H32 H32 H 0 1 N N N 29.369 19.385 38.734 ? ? ? H32 0UE 70 0UE H34 H34 H 0 1 N N N 29.501 18.451 34.208 ? ? ? H34 0UE 71 0UE H35 H35 H 0 1 N N N 29.455 17.843 35.897 ? ? ? H35 0UE 72 0UE H36 H36 H 0 1 N N N 28.093 18.825 35.259 ? ? ? H36 0UE 73 0UE H37 H37 H 0 1 N N N 35.520 20.758 37.374 ? ? ? H37 0UE 74 0UE H38 H38 H 0 1 N N N 36.237 22.284 36.754 ? ? ? H38 0UE 75 0UE H39 H39 H 0 1 N N N 36.602 21.327 34.785 ? ? ? H39 0UE 76 0UE H40 H40 H 0 1 N N N 34.841 21.025 34.603 ? ? ? H40 0UE 77 0UE H41 H41 H 0 1 N N N 35.398 18.944 36.170 ? ? ? H41 0UE 78 0UE H42 H42 H 0 1 N N N 37.045 19.182 35.494 ? ? ? H42 0UE 79 0UE H43 H43 H 0 1 N N N 35.798 19.193 33.185 ? ? ? H43 0UE 80 0UE H44 H44 H 0 1 N N N 34.488 18.377 34.105 ? ? ? H44 0UE 81 0UE H45 H45 H 0 1 N N N 35.799 16.613 33.278 ? ? ? H45 0UE 82 0UE H46 H46 H 0 1 N N N 37.338 17.477 33.615 ? ? ? H46 0UE 83 0UE H47 H47 H 0 1 N N N 36.919 15.739 35.192 ? ? ? H47 0UE 84 0UE H48 H48 H 0 1 N N N 36.894 17.188 35.944 ? ? ? H48 0UE 85 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 0UE C19 C18 SING N N 1 0UE C19 N21 SING N N 2 0UE C18 C17 SING N N 3 0UE C23 C22 SING N N 4 0UE C23 C24 SING N N 5 0UE N21 O21 SING N N 6 0UE N21 C21 SING N N 7 0UE C17 C16 SING N N 8 0UE C16 C15 SING N N 9 0UE C15 N12 SING N N 10 0UE C22 C21 SING N N 11 0UE C43 C42 SING N N 12 0UE C43 N44 SING N N 13 0UE O21 FE SING N N 14 0UE C42 C41 SING N N 15 0UE C21 O22 DOUB N N 16 0UE C24 N22 SING N N 17 0UE C24 O23 DOUB N N 18 0UE N22 C25 SING N N 19 0UE N12 C14 SING N N 20 0UE O32 C31 DOUB N N 21 0UE O32 FE SING N N 22 0UE C32 C31 SING N N 23 0UE C40 C41 SING N N 24 0UE C40 C39 SING N N 25 0UE O22 FE SING N N 26 0UE C25 C26 SING N N 27 0UE C31 N31 SING N N 28 0UE FE O11 SING N N 29 0UE FE O12 SING N N 30 0UE FE O31 SING N N 31 0UE C14 O13 DOUB N N 32 0UE C14 C13 SING N N 33 0UE O11 N11 SING N N 34 0UE C26 C27 SING N N 35 0UE C39 N11 SING N N 36 0UE N11 C11 SING N N 37 0UE O12 C11 DOUB N N 38 0UE N31 O31 SING N N 39 0UE N31 C29 SING N N 40 0UE C13 C12 SING N N 41 0UE C11 C12 SING N N 42 0UE C27 C28 SING N N 43 0UE C29 C28 SING N N 44 0UE C12 H2 SING N N 45 0UE C12 H3 SING N N 46 0UE C13 H4 SING N N 47 0UE C13 H5 SING N N 48 0UE N12 H6 SING N N 49 0UE C15 H7 SING N N 50 0UE C15 H8 SING N N 51 0UE C16 H9 SING N N 52 0UE C16 H10 SING N N 53 0UE C18 H11 SING N N 54 0UE C18 H12 SING N N 55 0UE C17 H13 SING N N 56 0UE C17 H14 SING N N 57 0UE C19 H15 SING N N 58 0UE C19 H16 SING N N 59 0UE C22 H18 SING N N 60 0UE C22 H19 SING N N 61 0UE C23 H20 SING N N 62 0UE C23 H21 SING N N 63 0UE N22 H22 SING N N 64 0UE C25 H23 SING N N 65 0UE C25 H24 SING N N 66 0UE C26 H25 SING N N 67 0UE C26 H26 SING N N 68 0UE C27 H27 SING N N 69 0UE C27 H28 SING N N 70 0UE C28 H29 SING N N 71 0UE C28 H30 SING N N 72 0UE C29 H31 SING N N 73 0UE C29 H32 SING N N 74 0UE C32 H34 SING N N 75 0UE C32 H35 SING N N 76 0UE C32 H36 SING N N 77 0UE C39 H37 SING N N 78 0UE C39 H38 SING N N 79 0UE C40 H39 SING N N 80 0UE C40 H40 SING N N 81 0UE C41 H41 SING N N 82 0UE C41 H42 SING N N 83 0UE C42 H43 SING N N 84 0UE C42 H44 SING N N 85 0UE C43 H45 SING N N 86 0UE C43 H46 SING N N 87 0UE N44 H47 SING N N 88 0UE N44 H48 SING N N 89 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 0UE SMILES ACDLabs 12.01 "O=C2NCCCCCN5O[Fe]314(ON(C(=O1)CC2)CCCCCNC(=O)CCC(=O3)N(O4)CCCCCN)O=C5C" 0UE InChI InChI 1.03 "InChI=1S/C25H45N6O8.Fe/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26;/h2-20,26H2,1H3,(H,27,33)(H,28,34);/q-3;+3" 0UE InChIKey InChI 1.03 SRMBQCVUAVULDJ-UHFFFAOYSA-N 0UE SMILES_CANONICAL CACTVS 3.370 "CC1=O|[Fe]2|345|O=C(CCC(=O)NCCCCC[N@@](O2)C(=O|3)CCC(=O)NCCCCC[N@]1O4)N(CCCCCN)O5" 0UE SMILES CACTVS 3.370 "CC1=O|[Fe]2|345|O=C(CCC(=O)NCCCCC[N](O2)C(=O|3)CCC(=O)NCCCCC[N]1O4)N(CCCCCN)O5" 0UE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=O[Fe]2345O=C(CCC(=O)NCCCCCN1O2)N(O3)CCCCCNC(=O)CCC(=O4)N(O5)CCCCCN" 0UE SMILES "OpenEye OEToolkits" 1.7.6 "CC1=O[Fe]2345O=C(CCC(=O)NCCCCCN1O2)N(O3)CCCCCNC(=O)CCC(=O4)N(O5)CCCCCN" # _pdbx_chem_comp_identifier.comp_id 0UE _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 12.01 _pdbx_chem_comp_identifier.identifier "[N-(5-aminopentyl)-N-(hydroxy-kappaO)-N'-{5-[(hydroxy-kappaO){4-[(5-{(hydroxy-kappaO)[1-(oxo-kappaO)ethyl]amino}pentyl)amino]-4-oxo-1-(oxo-kappaO)butyl}amino]pentyl}butanediamidato(3-)-kappaO~1~]iron" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0UE "Create component" 2012-06-15 RCSB 0UE "Other modification" 2012-06-22 RCSB 0UE "Initial release" 2013-06-12 RCSB ##